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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2229788Generated: November 4, 2026

Toluene → HCID 12096563, compound

https://huagongshe.com/reaction/2229788

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant3-(Trifluoromethyl)phenylboronic acidHCID 2734388—
ReactantHCID 12096562HCID 12096562—
SolventSodium CarbonateHCID 10340—
ProductHCID 12096563HCID 12096563—

Reaction Steps

2-((2-bromophenylmethyl)amino)-5-(4-fluorophenyl)-6-(4-pyridyl)-3-methyl-4(3H)-pyrimidinone (175 mg, 0.38 mmol) was dipersed in 2M sodium carbonate solution (12 ml) and 3-trifluromethylbenzene-boronic acid (170 mg, 0.89 mmol), toluene (12 ml) were added to the above mixture and the reaction mixture was degassed and catalyst tetrakistriphenylphosphine Pd(0) (50 mg) was added. The reaction mixture was refluxed for 16 h. The formation of the product was monitored by TLC. Then it was cooled, diluted with toluene (12 ml) and washed with water. The organic layer was dried over sodium sulfate, concentrated and the product was purified by silica gel chromatgraphy to give the title compound. MS(m/z): 531.1 C30H22F4N4O requir. 530.53; 1H-NMR(CDCl3): d 8.43 (m, 2H, pyridyl), 7.69-7.12 (m, 8H, Ph), 7.11-6.88 (m, 6H, pyridyl and Ph—CF3), 4.85 (m, 3H, CH2—Ph and NH), 3.32(N—CH3)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06420385B1
Source datasetuspto-grants-2002_07
ORD IDord-9b31bffa97034c9595b6c2494bb48010
Source noteuspto-grants-2002_07